methyl (1S,2S,3R,10bR)-1-ethynyl-8,9-dimethoxy-2-(4-methoxyphenyl)-3-methyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline-3-carboxylate

Base Information

Chemical Name:methyl (1S,2S,3R,10bR)-1-ethynyl-8,9-dimethoxy-2-(4-methoxyphenyl)-3-methyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline-3-carboxylate
CAS No.:1379615-07-2
Molecular Formula:C₂₆H₂₉NO₅
Molecular Weight:435.52
Hs Code.:

Synonyms:methyl (1S,2S,3R,10bR)-1-ethynyl-8,9-dimethoxy-2-(4-methoxyphenyl)-3-methyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline-3-carboxylate

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Chemical Property of methyl (1S,2S,3R,10bR)-1-ethynyl-8,9-dimethoxy-2-(4-methoxyphenyl)-3-methyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline-3-carboxylate

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Technology Process of methyl (1S,2S,3R,10bR)-1-ethynyl-8,9-dimethoxy-2-(4-methoxyphenyl)-3-methyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline-3-carboxylate

There total 3 articles about methyl (1S,2S,3R,10bR)-1-ethynyl-8,9-dimethoxy-2-(4-methoxyphenyl)-3-methyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline-3-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

: 2158-14-7
4-acetamidobenzenesulfonyl azide

: 1379615-05-0
methyl (1R,2S,3R,10bR)-1-formyl-8,9-dimethoxy-2-(4-methoxyphenyl)-3-methyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline-3-carboxylate

: 1379615-07-2
methyl (1S,2S,3R,10bR)-1-ethynyl-8,9-dimethoxy-2-(4-methoxyphenyl)-3-methyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline-3-carboxylate

Guidance literature:: 4-acetamidobenzenesulfonyl azide; With dimethyl (2-oxopropyl)phosphonate; potassium carbonate; In acetonitrile; for 2h;

methyl (1R,2S,3R,10bR)-1-formyl-8,9-dimethoxy-2-(4-methoxyphenyl)-3-methyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline-3-carboxylate; In methanol; dichloromethane; acetonitrile; at 20 ℃; for 18h;
DOI:10.1002/chem.201200108

Reference yield:

: 1963-36-6
4-methoxycinnamaldehyde

: 1379615-07-2
methyl (1S,2S,3R,10bR)-1-ethynyl-8,9-dimethoxy-2-(4-methoxyphenyl)-3-methyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; sodium carbonate / dichloromethane / 26 h / 20 °C

1.2: 20 °C

2.1: dimethyl (2-oxopropyl)phosphonate; potassium carbonate / acetonitrile / 2 h

2.2: 18 h / 20 °C

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; dimethyl (2-oxopropyl)phosphonate; sodium carbonate; potassium carbonate; In dichloromethane; acetonitrile;
DOI:10.1002/chem.201200108

Reference yield:

: 20232-39-7
3,4-dihydro-6,7-dimethoxyisoquinoline hydrochloride

: 1379615-07-2
methyl (1S,2S,3R,10bR)-1-ethynyl-8,9-dimethoxy-2-(4-methoxyphenyl)-3-methyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; sodium carbonate / dichloromethane / 26 h / 20 °C

1.2: 20 °C

2.1: dimethyl (2-oxopropyl)phosphonate; potassium carbonate / acetonitrile / 2 h

2.2: 18 h / 20 °C

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; dimethyl (2-oxopropyl)phosphonate; sodium carbonate; potassium carbonate; In dichloromethane; acetonitrile;
DOI:10.1002/chem.201200108